$164 Find Cheap Flights from Hawaii to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 2/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$336
Overall average: $893
Delta
Thu 1/29Tue 2/3
KOA - ORD • 1 stop
Cheapest non-stop
$339
Typical prices: $671-$1,143
American Airlines
Thu 2/19Tue 2/24
HNL - ORD • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Hawaii to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hawaii to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hawaii to Chicago

Thu, Jan 29 - Tue, Feb 3
Delta Logo
8:45 pm - 1:22 pm
KOA
-
ORD
12h 37m1 stop
Delta Logo
7:20 am - 7:57 pm
ORD
-
KOA
16h 37m2 stops
$336Delta
Thu, Jan 29 - Tue, Feb 3
Delta Logo
8:45 pm - 6:49 pm
KOA
-
ORD
18h 04m2 stops
Delta Logo
6:50 am - 7:57 pm
ORD
-
KOA
17h 07m2 stops
$341Delta
Thu, Jan 29 - Tue, Feb 3
United Airlines Logo
6:05 pm - 6:16 am
HNL
-
ORD
8h 11mnonstop
United Airlines Logo
9:30 am - 2:57 pm
ORD
-
HNL
9h 27mnonstop
$341United Airlines
Fri, Feb 6 - Mon, Feb 9
American Airlines Logo
10:10 pm - 2:16 pm
LIH
-
ORD
12h 06m1 stop
American Airlines Logo
6:00 am - 4:37 pm
ORD
-
LIH
14h 37m1 stop
$347American Airlines
Fri, Feb 13 - Wed, Feb 18
United Airlines Logo
10:50 pm - 1:14 pm
HNL
-
ORD
10h 24m1 stop
United Airlines Logo
9:30 am - 2:54 pm
ORD
-
HNL
9h 24mnonstop
$351United Airlines
Wed, Feb 25 - Sat, Mar 7
Alaska Airlines Logo
1:10 pm - 2:58 pm
KOA
-
ORD
21h 48m1 stop
Alaska Airlines Logo
3:54 pm - 9:57 pm
ORD
-
KOA
34h 03m1 stop
$354Alaska Airlines
Thu, Jan 29 - Tue, Feb 3
American Airlines Logo
9:20 pm - 12:35 pm
KOA
-
ORD
11h 15m1 stop
American Airlines Logo
7:00 am - 2:54 pm
ORD
-
KOA
11h 54m1 stop
$358American Airlines
Wed, Mar 18 - Tue, Apr 7
Southwest Logo
1:50 pm - 5:55 am
HNL
-
MDW
11h 05m1 stop
Southwest Logo
10:05 am - 9:00 pm
MDW
-
HNL
15h 55m1 stop
$360Southwest
Thu, Jan 29 - Sun, Feb 1
Alaska Airlines Logo
2:51 pm - 2:29 pm
KOA
-
ORD
19h 38m1 stop
Alaska Airlines Logo
3:44 pm - 3:57 pm
ORD
-
KOA
28h 13m1 stop
$402Alaska Airlines
Sun, Mar 15 - Tue, Mar 31
Southwest Logo
9:25 pm - 6:05 pm
HNL
-
MDW
15h 40m1 stop
Southwest Logo
10:30 am - 5:40 pm
MDW
-
HNL
12h 10m1 stop
$422Southwest
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$164
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Lihue to Chicago O'Hare Airport

FAQs for booking flights from Hawaii to Chicago

  • How does KAYAK find such low prices on flights from Hawaii to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hawaii to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Hawaii

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $2,700
Business Class flights to Chicagofrom $1,850
Prem Econ Class flights to Chicagofrom $694
Economy Class flights to Chicagofrom $334